반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([OH:12])=O)=[CH:5][CH:4]=1.C(N=C=NCCCN(C)C)C.[NH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=1>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([NH:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)=[O:12])=[CH:7][CH:8]=1참가 물질
실험 절차
To a solution of 4-methoxyphenyl acetic acid (5 g; 30.08 mmol) in 30 ml of dichloromethane, under nitrogen, it was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (6.34 g; 33.09 mmol) in small portions. After 10 minutes 2-aminopyridine (2.83 g; 30.08 mmol) was added and stirred for 4 hours at rt. The reaction mixture was concentrated and partitioned between ethyl acetate and 0.5N HCl. The organic phase was washed with 0.5N HCl (2×) and 0.5N NaOH (2×). The pH of the acidic/aqueous phase was adjusted to ˜7 with 0.5N NaOH and extracted twice with ethyl acetate. The basic/aqueous phase was also extracted twice with ethyl acetate. The combined organic phases were washed with brine, dried over sodium sulfate and concentrated to afford 2-(4-methoxyphenyl)-N-pyridin-2-ylacetamide (7 g; 92% yield), which was used in the next step without further purification. MS: m/z 243 (M+1).
후처리
- concentrationThe reaction mixture was concentrated
- custompartitioned between ethyl acetate and 0.5N HCl
- washThe organic phase was washed with 0.5N HCl (2×) and 0.5N NaOH (2×)
- extractionextracted twice with ethyl acetate
- extractionThe basic/aqueous phase was also extracted twice with ethyl acetate
- washThe combined organic phases were washed with brine
- dry with materialdried over sodium sulfate
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-bf3cd4a0e4c047b3bc2823cff66e1ba2
- 출처 데이터셋
- uspto-grants-2008_01
- 특허 번호
- US07319104B2
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